New Syntheses of Pyrimido[4,5-<I>d</I>]pyrimidines

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概要

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• Novel conversions of pyrrolo-pyrimidines into pyrimido-pyrimidines are described. The treatment of 5-nitrosopyrrolo-pyrimidine (I) under Beckmann conditions causes ring expansion to give pyrimido-pyrimidine (II). Both the reduction of I with triphenylphosphine, potassium pyrosulfite, or sodium dithionite in dimethylformamide and the oxidation of 5-aminopyrrolo-pyrimidine with lead tetraacetate in dimethylformamide or acetic acid afford II. 5-Aminopyrimido-pyrimidine is prepared by the nucleophile-induced ring expansion of I. The possible mechanisms of these ring expansions are proposed.

• 公益社団法人 日本化学会の論文

著者

• Yoneda Fumio

  Faculty Of Pharmaceutical Sciences Kyoto University

• Yoneda Fumio

  Faculty of Pharmaceutical Sciences, Kumamoto University

• Higuchi Masatsugu

  Faculty of Pharmaceutical Sciences, Kumamoto University

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